Buying Online Businesses Podcast

Buying or selling a business isn’t just a transaction — it’s a turning point. But too often, what buyers think they want and what sellers believe they deserve don’t line up with reality. The result? Stalled deals, missed opportunities, and plenty of frustration on both sides. In this episode, Jaryd Krause sits down with Matt Frisca, owner of Transworld Business Advisors of La Grange and Tinley Park, to unpack the biggest reasons deals fail—and what it really takes to make them work. With 20+ business sales closed annually and 50+ active listings, Matt shares real-world insights from both sides of the table. You’ll learn: ✔️ Why sellers struggle to exit cleanly✔️ Common mistakes buyers make (and how to avoid them)✔️ The truth about SBA financing and “no money down” deals✔️ What due diligence really looks like in today’s market Whether you're buying, selling, or just curious, this episode delivers raw advice and actionable strategies from a dealmaker who knows the game. 🎧 Listen now and get the inside track on what actually moves the needle in business acquisitions.   Episode Highlights 12:40 – Importance of motivated sellers and avoiding lead oversaturation 15:45 – The three biggest reasons businesses fail to sell: lack of motivation, messy financials, and unrealistic pricing 19:30 – Recent SBA lending rule changes and fees 22:45 – Why “no money down” deals are unrealistic 24:40 – Risks of inexperienced buyers buying big businesses 28:10 – How to be an attractive, prepared buyer 33:15 – Balancing due diligence and trust to avoid “paralysis by analysis”   Key Takeaways ➥ Motivated sellers, clean financials, and realistic prices are crucial.➥ Content marketing is replacing paid ads due to cost hikes.➥ Seller equity rollovers now carry higher risk for sellers.➥ “No money down” deals rarely work; buyers need funds and experience.➥ Private equity adds competition for deals under $5M.➥ Prepared buyers with financing and clear plans succeed more.➥ Avoid overanalyzing—take calculated risks to close deals.   About Matt Frisca Matt Friscia runs and owns the Transworld Business Advisors of La Grange and Tinley Park with his team of 9 agents and one administrative assistant, focusing on main street and lower mid-market business brokerage. Their office handles over 20 successful closes a year, and they typically are working 50+ business for sale listings at any given time. Before joining Transworld, Matt worked in media sales for 15 years. Ten of those years were with the Disney company within their ESPN, ABC, and Radio Disney brands. He bought his first business, which was a franchise in the senior care field, back in 2016. He successfully grew that company and ultimately sold it five years later with Transworld Business Advisors.  His passion is helping small business owners with their business exit transactions while helping to super serve the underserved community of small businesses. Besides having played music professionally for the past 28 years, he enjoys watching his two children play sports, traveling and learning languages.   Connect with Matt Frisca ➥ https://www.tworld.com/    Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Cloud Ways (Website Hosting) - https://bit.ly/40tjyjG ➥ Link Whisper (SEO tool for internal linking on websites) - https://bit.ly/3l7K7Ld ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Let’s be real — buying or selling a business is one of the biggest decisions you’ll ever make. Get it right, and it could be life-changing. Get it wrong… and the fallout could be brutal. That’s exactly why this week’s episode is a must-listen. Jaryd Krause sits down with Katarina Strandberg, a powerhouse Swedish business lawyer with deep expertise in venture capital, scale-ups, and M&A. She’s worked with founders, investors, and SME leaders across Europe, and brings not only legal chops but also perspective as an angel investor, published author, and university lecturer. Katarina has seen it all — and she’s here to share the real stories, the hard truths, and the clever strategies that can make or break your deal. In this episode, you’ll learn: ✔️ The biggest risks buyers face (and how to avoid stepping on legal landmines)✔️ What really happens during legal due diligence — and why it’s more than just paperwork✔️ How to deal with “deal fatigue” and who should keep cool when emotions run high✔️ Jaw-dropping stories of deals gone wrong — and the legal moves that could’ve saved them✔️ Clever deal structures and funding options that most people never think about✔️ How to avoid surprise legal bills (yes, it’s possible!)✔️ Why skipping legal help might be the most expensive mistake you ever make If you’ve ever felt overwhelmed by contracts, confused by due diligence, or just unsure about when to bring a lawyer in, this episode is your roadmap. 🎧 Tune in now and learn how to protect yourself, your deal, and your financial future — with smart legal strategy by your side.     Episode Highlights 02:50 – Why defining “online” vs “physical” businesses is crucial for strategy and contracts 07:10 – Ignoring a “change of control” clause led one buyer to lose supplier exclusivity overnight 08:15 – How proper due diligence helps uncover risks, negotiate price, and add protections 16:50 – Why non-compete agreements are critical to prevent the seller from becoming your competitor 21:40 – Managing emotions, trust, and “deal fatigue” is key to getting deals across the line 25:45 – Fixed legal fees and clear timelines reduce stress and prevent buyer fatigue 28:20 – Preparing buyers early for delays and emotional hurdles ensures smoother transactions   Key Takeaways ➥ Overlooking contract clauses (like change of control) can destroy business value overnight ➥ Buyers must normalize financials to reflect realistic salaries, working capital, and operational needs ➥ Strong non-compete agreements are non-negotiable to protect your investment ➥ Managing trust and emotions during diligence is just as important as the numbers ➥ Fixed-fee legal services and clear expectations help avoid surprises and fatigue ➥ Every deal involves risk — great advisors help you identify, price, and mitigate those risks effectively   About Katarina Strandberg Katarina Strandberg is a Swedish business lawyer specializing in venture capital, scale-ups, and M&A. She advises SME leaders and investors, drawing on her experience in deal structuring, fund law, and legislative work. A published author and angel investor, she’s also taught at Swedish universities and served on international advisory boards.   Connect with Katarina Strandberg ➥ https://www.youtube.com/@Businesslawtoolbox ➥https://www.stgcommerciallaw.com/    Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Link Whisper (SEO tool for internal linking on websites) - https://bit.ly/3l7K7Ld ➥ Active Campaign (Email Software Provider) - https://bit.ly/3DCwYQH   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR     *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Strap in for a brutally honest conversation as Jaryd Krause sits down with none other than Elliot Holland,  a Harvard Business School alum, seasoned entrepreneur, and strategic founder. Elliot runs a seven-figure due diligence firm that performs "mini audits" on businesses, helping investors avoid being misled by clever sellers and slick brokers. With nearly 20 years of experience in small business acquisitions, Elliot has seen it all—and then some. From hidden red flags in financials to smoke-and-mirrors marketing metrics on Amazon and SEO-driven sites, he shares exactly where buyers get it wrong—and how those mistakes can cost you hundreds of thousands, or worse, your entire investment. This episode will pull back the curtain on how unsuspecting buyers get swindled into buying dud deals, all because they skipped real due diligence. Highlight the critical considerations buyers often miss in the acquisition process: ✔️ The most common (and costly) mistakes buyers make in due diligence✔️ Why relationships with sellers matter—and how they can go sideways fast✔️ How sellers can mislead or manipulate the narrative to close a deal✔️ Financial vs. marketing due diligence—what most acquirers overlook✔️ The frameworks Elliot uses to assess businesses like an expert This is not just theory—Elliot has personally helped countless clients dodge bad deals and secure multi-million-dollar wins, all by demystifying the due diligence process. With his signature humor, straight talk, and lived experience, he makes complex business buying principles not only clear but actionable. Whether you're a first-time acquirer or scaling your portfolio, this episode will save you more than money—it could save your sanity. Don’t even think about buying a business until you listen to this conversation.    Episode Highlights 04:15 – Red flags usually show as many small issues rather than one big problem 10:30 – Verifying seller’s time commitment by reviewing task lists and holding strategy meetings 18:45 – Wanting shortcuts in due diligence can lead to costly mistakes 23:00 – Sellers often resist reasonable buyer requests like strong non-competes and management interviews 26:10 – Negotiation is a strategic dance where sellers test buyer strength 29:15 – Cheaper advisors often bring higher risks and lower value on seven-figure deals   Key Takeaways ➥ Red flags are subtle and require a sharp, skeptical mindset to detect ➥ Sellers use stories and distractions instead of admitting flaws outright ➥ Due diligence takes time and can be uncomfortable but shortcuts are costly ➥ Experienced advisors are critical for high-value deals to avoid disaster ➥ Buyers need to be ready to walk away if sellers are not transparent or cooperative ➥ Emotional detachment helps buyers make better decisions and negotiate smarter   About Elliot Holland Elliott Holland is a Harvard Business School alum, former business acquirer & OG in small business acquisitions.  He runs TheBusinessBuyingMasterclass.com and a 7-figure business that does "mini audits" on businesses before clients acquire them to be sure they're not swindled.  With nearly two decades of experience, Elliott empowers everyday investors to acquire million-dollar businesses because he's been in their shoes and offers insight others cannot.   Elliott simplifies complex small business buying concepts with humor so that everyday investors can understand.   With over 100 podcast appearances and speaking engagements at top business schools, Elliott shares expertise on entrepreneurship, investing, and business buying.   Connect with Elliot Holland ➥ https://www.linkedin.com/in/elliottholland/   Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Link Whisper (SEO tool for internal linking on websites) - https://bit.ly/3l7K7Ld ➥ Active Campaign (Email Software Provider) - https://bit.ly/3DCwYQH 🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this compelling episode, Jaryd Krause is joined by seasoned dealmaker and legal expert Jerome Fogel, partner at Fogel & Potamianos LLP, a boutique law firm specializing in high-stakes mergers, acquisitions, and capital raises. With a client list that spans venture funds, emerging tech companies, and elite athletes, Jerome offers a rare behind-the-scenes look at what it takes to structure smart, safe, and scalable business deals. Unpack the most critical questions aspiring buyers need to ask before acquiring an online business: ✔️ What are the hidden risks in buying or selling?✔️ How can poor team dynamics tank a deal?✔️ Should you use financing to buy a business—and what’s the best way to structure it?✔️ Where are the most promising online businesses being acquired today? Dive deep into the importance of due diligence, the common pitfalls buyers fall into, and how Jerome has helped high-profile clients—both on Wall Street and in the sports world—navigate complex transactions and build generational wealth. Whether you're looking to buy your first online business, scale your portfolio, or just want a masterclass in deal-making from someone who lives and breathes it, this episode delivers powerful insights and practical strategies. Don’t miss this one—it’s packed with value from start to finish.   Episode Highlights 04:45 – Current valuations explained, covering how tariffs and supply chain issues impact multiples and buyer decisions. 07:20 –  Typical ways buyers finance acquisitions, including credit lines, SBA loans, equity rollovers, and search funds. 10:55 – Major mistake buyers make by rushing post-acquisition integration without building trust within the team. 12:45 – What successful acquisitions have in common by retaining key team members and valuing the founder’s knowledge. 24:10 – Key risk prevention strategies involving thorough reps and warranties, clear earnout terms, strong IP protections, and precise legal language. 26:30 – Why clear definitions around risk and performance clauses are vital.   Key Takeaways ➥ M&A valuations currently range from 3–8x EBITDA for traditional companies and 10–15x for platform tech businesses, influenced heavily by tariffs and market uncertainty. ➥ Buyers typically operate in the $2M to $25M+ EBITDA range and rely on strong banking relationships, SBA loans, or creative financing like equity rollovers. ➥ Structuring deal terms clearly—especially reps and warranties and material adverse effect clauses—is critical to managing risk in acquisitions. ➥ Post-acquisition integration is one of the toughest challenges; involving existing teams and respecting founders’ knowledge leads to smoother transitions. ➥ Restrictive covenants are essential to prevent sellers from competing after the sale and protect buyer investments. ➥ Every deal is unique and requires customized, creative solutions; cookie-cutter approaches don’t work in M&A.   About Jerome Fogel Jerome Fogel is known as a dealmaker and innovator in the legal community. He is a partner with Fogel & Potamianos LLP and represents successful venture and hedge funds, corporations, and sports superstars.Fogel & Potamianos LLP is a boutique transactional firm that provides sophisticated counsel for buy-and-sell side mergers and acquisitions, fund formation, capital raises, and off-field sports transactions.Jerome has a 360-degree view of dealmaking, as he represents emerging companies raising capital, venture funds deploying capital, advisors and investors, and private companies in mergers and acquisitions.Jerome began his career in real estate finance at GE Capital. He is a graduate of the Haas School of Business (BS) and New York University School of Law (JD).   Connect with Jerome Fogel ➥ https://www.linkedin.com/in/jeromefogel/ ➥ www.fpgeneralcounsel.com   Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Site Ground (Website Hosting) - https://bit.ly/3JBEC1u ➥ Link Whisper (SEO tool for internal linking on websites) - https://bit.ly/3l7K7Ld ➥ Active Campaign (Email Software Provider) - https://bit.ly/3DCwYQH   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

What if you could skip the struggle of starting a business from scratch—and step straight into profit? In this solo episode, Jaryd Krause pulls back the curtain on everything you need to know before buying your first (or next) profitable online business. No guest this time—just Jaryd, and over ten years of real-world experience helping thousands of people build financial freedom through smart acquisitions. This episode is a deep dive inspired by Jaryd’s most-watched YouTube content and the questions he hears constantly from aspiring buyers: Why should you buy a profitable business? How much should you invest? Should you use your cash or finance the deal? And where are people buying these businesses today? Get ready for a no-fluff breakdown of: ✔️ Why buying a profitable online business can fast-track your path to income and freedom✔️ How much capital do you need to get started (spoiler: it’s not always as much as you think)✔️ The truth about financing a deal—and what creative structures work✔️ Where to find legitimate, vetted businesses for sale right now✔️ The rookie mistakes that could cost you thousands—and how to avoid them This isn’t financial advice—but it is packed with insights from someone who’s helped people go from browsing listings to building six- and seven-figure digital business portfolios. If you’re ready to move from dreaming to doing, this episode will show you exactly what to consider, what to avoid, and where the real opportunities are in 2025’s online business marketplace. Hit play and take notes—this one’s loaded.   Episode Highlights 04:17 – Why buying a profitable online business is better than starting one from scratch? 07:38 – The ideal type of online business to acquire as a beginner. 13:24 – How much money should you invest when buying your first business? 18:43 – Why must you understand the ROI beyond just net profit? 27:46 – Myths around no-money-down deals and what real financing looks like. 31:22 – Where to find online businesses for sale: brokers vs. off-market deals?   Key Takeaways ➥ Buying an existing online business is less risky and faster than starting fresh, as you inherit proven systems, traffic, and revenue, reducing trial and error. ➥ “No money down” deals are rare and mostly involve distressed or declining businesses; most require some cash upfront. ➥ Acquisitions usually need a mix of cash, lender, and seller financing, with 10-20% cash upfront to show commitment. ➥ Reliable marketplaces like Empire Flippers, Quiet Light, and Flippa are great starting points for sourcing online businesses. ➥ Sellers often move on not because their business is failing but because of personal reasons like boredom or lifestyle changes, emphasizing the importance of proper due diligence before buying.   Connect with Jaryd Krause ➥https://www.linkedin.com/in/jarydkrause  ➥ $240K Income When Buying An Online Business - https://www.youtube.com/watch?v=G3yja-KnZzA&t=105s ➥Why Size Matters When Buying An Online Business - https://www.youtube.com/watch?v=7OWdl_n9rZI   Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx 🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Buckle up for an eye-opening episode where Jaryd Krause is joined by powerhouse entrepreneur and investor Justin Williams—a man who’s navigated everything from crippling six-figure debt to building and selling a multimillion-dollar business. Justin’s journey is far from ordinary. After dropping out of college, he and his wife, Tara, left their careers to pursue financial freedom. Their first business left them $120,000 in debt, living in a shared house with a newborn. Instead of quitting, they shifted to real estate, flipping over 100 houses a year and launching House Flipping HQ, a real estate education company that helped thousands succeed. Justin revealed how he sold his real estate education business for over $3.5 million—covering the why, when, and how. They dive into the unconventional yet strategic deal structure when selling to an operator already in the business. Then he delved into wealth building through business and real estate. Justin explains if he’d buy an online business, how he’d finance it, and the math behind buying a $2M business, hiring an operator, and earning $300K net profit annually without running it himself.   Gain insights on: ✔️ When is the right time to sell your business?✔️ The differences between investing in real estate vs. digital businesses✔️ How to build sustainable wealth without burning out✔️ And most powerfully—how Justin got through the lowest points of his journey. If you're looking for real talk about business, money, mindset, and freedom, this is the episode for you. Don’t miss this raw, high-energy conversation that’s packed with strategy, real numbers, and heart. Whether you're planning your first acquisition, prepping for a sale, or just needing motivation to keep pushing, this one will hit home.   Episode Highlights 03:00 – The journey to selling a $3.5M+ online business and lessons learned 08:20 – Using SBA loans to buy businesses vs. buying without them – pros, cons, and examples 10:50 – Buying businesses you don’t operate: how Justin makes it work and what to look for 17:35 – How Justin handled $120K in debt and overcame early financial struggles 23:40 – Managing expectations: The reality behind case studies and quick success stories 28:20 – Balancing ambition with lifestyle: Prioritizing family, health, and business growth 38:50 – Building habits and mentality for consistent progress versus just grinding Key Takeaways ➥ Everyone’s journey is different—don’t let case studies make you feel behind. ➥ Selling his $3.5M business was a strategic move to gain freedom and shift into a new season of life. ➥ A clean, simple business model and solid financials were critical in structuring a successful sale. ➥ SBA loans can be powerful tools for acquiring businesses, but creative financing is often just as effective. ➥ You don’t always have to operate the businesses you buy—systems, leadership, and delegation are key. ➥ Real estate offers stability while business offers higher returns—knowing when to lean into each is crucial. ➥ Long-term vision and emotional resilience helped Justin overcome $120K in debt and build real wealth.   About Justin Williams Justin Williams dropped out of college with a bold vision, convincing his wife, Tara, to leave her teaching job so they could start their first business. But their million-dollar dream quickly turned into a $120,000 debt nightmare. Determined to turn things around, they hustled out of debt and pivoted to real estate, eventually flipping 100 houses a year. Their success led them to launch House Flipping HQ, helping others build thriving real estate businesses. After selling the company, they took time off to focus on investments and new ventures.Now, as the founders of Millionaire University, their mission is simple: help people "graduate rich, NOT broke." With over 600,000 monthly podcast downloads, MU is transforming how entrepreneurs learn, grow businesses, and create wealth.     Connect with Justin Williams ➥ https://www.millionaireuniversity.com/    Resource Links ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx  🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

Get ready for a powerhouse episode as Jaryd Krause sits down with Andy Allaway, CEO of Empire Flippers—the leading platform for buying and selling online businesses. Andy brings nearly a decade of experience in the digital acquisition space, having both bought and sold businesses himself before joining Empire Flippers. With a background in scaling lean, remote-first teams and a passion for empowering global leadership, Andy shares his perspective on how the landscape of online business acquisitions has transformed over the years. Get a front-row seat to a conversation that spans from the early days of online business trading to today’s ever-evolving market. Andy and Jaryd explore how multiples have shifted, the role macroeconomic trends play in valuations, and what’s driving buyer and seller behavior in 2025. They unpack lessons from 2020’s acquisition boom, the downturn of 2023, and what savvy investors should prepare for in the years ahead. Deep dive into:✔️ How Empire Flippers has grown and adapted in a changing market✔️ Why multiples are where they are now—and what to expect next✔️ Financing six- and seven-figure deals (and what you need to know)✔️ The critical role of buyer-seller relationships in successful transactions✔️ New tariffs affecting e-commerce deals and how to navigate them✔️ The rise and fall of popular business models✔️ How AI is reshaping the acquisition game—for better and worse Plus, Andy offers actionable insights into which business models are thriving right now and shares real-world examples of where deals succeed or fall apart—and why. Whether you're preparing to buy, gearing up to sell, or simply want to understand how the digital business market is evolving, this conversation is a must-listen. Tune in to learn from one of the top minds in the space and gain clarity on where online business acquisitions are heading.   Episode Highlights 04:12 – What key metrics buyers look for when evaluating online businesses 10:05 – The importance of business simplicity and clean financials for buyers 13:20 – Different types of online business models currently in demand 16:45 – Strategies for improving business value before selling 23:50 – Challenges buyers face when scaling newly acquired online businesses 27:15 – The role of due diligence in successful business acquisitions 31:40 – Key trends shaping the future of buying and selling online businesses 35:05 – Advice for entrepreneurs considering acquisition as a growth strategy Key Takeaways ➥ Buyers prioritize clear, consistent financials and simplicity when evaluating online businesses to reduce risk and ensure scalability. ➥ Post-acquisition challenges often include scaling the business efficiently and managing growth without sacrificing quality. ➥ Market trends indicate increasing competition but also more opportunities for entrepreneurs leveraging online business acquisitions. ➥ Strategic acquisitions can accelerate growth for buyers, but understanding the nuances of each business model is essential. ➥ The exit process has evolved, with greater emphasis on protecting seller value through careful timing and market awareness.   About Andy Allaway   Andy Allaway is the CEO of Empire Flippers, the #1 place to buy and sell online businesses. With deep expertise in sales, operations, and leadership in remote settings, Andy builds lean, execution-driven remote companies that scale fast, deliver results, and give employees the freedom to live unconventional, high-impact lives. Passionate about empowering remote leaders, Andy is also the creator and host of "The Leader Sip," a YouTube channel dedicated to distilling practical insights from the best business and leadership books, tailored specifically for remote executives.   Connect with Andy Allaway ➥ https://bit.ly/3RtyMkE➥https://www.youtube.com/@theleadersip   Resource Links   ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥   ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this value-packed episode, Jaryd Krause speaks with Jon Elder, an Amazon veteran who has sold over $10 million worth of products and successfully exited five private label brands for $5 million.  Now a strategic consultant at Black Label Advisor and the force behind Amazon Insiders—the fastest-growing newsletter for Amazon sellers—Jon brings years of hands-on experience and a deep understanding of what makes an Amazon business truly scalable. This conversation is valuable for anyone interested in acquiring and growing Amazon-based businesses. Jon breaks down what a great Amazon business looks like—from the product catalog to innovation levels and inventory management. He highlights the red flags buyers should avoid and the markers of long-term potential that smart investors should prioritize. Gain insight into:✔️ The difference between average and investable Amazon businesses✔️ Why product innovation matters more than ever in a saturated marketplace✔️ What “good” vs “bad” inventory management looks like✔️ How to scale an Amazon business post-acquisition using smart strategies✔️ When and how to turn on Amazon PPC ads for maximum impact✔️ How to get quality reviews and leverage Amazon tools for viral visibility✔️ Risks Amazon sellers must navigate—and how to stay compliant Jon also shares thoughts on emerging platforms like Root, the social media space designed specifically for Amazon brands, and how to use them as growth levers. Whether you're a seasoned investor or exploring your first acquisition, this episode delivers tactical advice from one of the most respected voices in the Amazon FBA world. Don’t miss it.     Episode Highlights 04:10 – Key metrics buyers look for in an Amazon business 05:35 – Two categories of Amazon businesses that are highly desirable 12:45 – Why buyers want simplicity and clear financials 17:00 – Using PPC to build momentum early in a product launch 19:30 – How to leverage Amazon Vine for hundreds of quality reviews 22:15 – Building long-term brand credibility through authentic influencer gifting     Key Takeaways ➥ Amazon businesses with $1M–$5M in annual revenue are the sweet spot for buyers, especially aggregators and private equity. ➥ Clean financials and simple operations make your business significantly more attractive to acquirers. ➥ Having a hero product is fine—but not at the expense of diversification and risk management. ➥ Amazon Vine and influencer gifting are powerful tools for building credibility and organic momentum. ➥ Starting with a smart launch strategy—using PPC and early reviews—can create a lasting flywheel effect.     About Jon Elder Jon Elder is an Amazon veteran. He first started selling on the platform in 2014 and sold over $10 million until he sold all 5 of his private label brands in 2019 for $5 million.  Now he works as a strategic consultant at Black Label Advisor. He also runs the fastest growing Amazon seller focused newsletter in the world called Amazon Insiders. He has one passion: seeing Amazon native brands crush it on Amazon.      Connect with Jon Elder ➥ https://www.blacklabeladvisor.com/  ➥ https://blacklabeladvisor.kit.com/amazon-insiders  ➥ https://x.com/blacklabeladvs Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx  🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO ➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this episode of the Buying Online Businesses podcast, host Jaryd Krause sits down with Shlomo Freund, an author, speaker, digital marketer, and experienced online business buyer. Shlomo has built a portfolio of online businesses using a growth-by-acquisition strategy, and today, he’s sharing the highs, the lows, and the lessons learned along the way. Ever wondered how to keep going after a business acquisition doesn’t pan out the way you planned? Shlomo knows firsthand what it’s like to face challenges and bounce back. You’ll hear about the types of businesses he’s bought, including his very first acquisition, how he structured his second purchase, and how he’s successfully partnered with others to grow his portfolio. Plus, Shlomo reveals how he brings people into his team, the roles they take on, and how he structures incentives—whether it’s through wages, equity, or both. You’ll also get an honest look at his biggest mistakes, what he’d do differently, and his top tips for anyone thinking about buying an online business. And here’s a twist—Shlomo turns the tables and asks Jaryd about building the Buying Online Businesses community, something he’s looking to replicate with his own ventures. It’s an insightful conversation that shows just how important community can be in the world of online business. If you’re interested in acquiring online businesses, growing your portfolio, or just learning from someone who’s been through it all, this episode is a must-listen.  Tune in—you’re going to love it!   Episode Highlights 08:30 Identifying and adapting to changes in online business strategies. 10:00 Off-market deals vs. brokered deals - Finding the best opportunities. 12:00 Challenges with content websites and adapting to market changes. 14:00 Combining e-commerce with content sites - Building a resilient business model. 16:00 The importance of partnerships in scaling digital assets. 18:00 Building a portfolio of sub-$100K online businesses. 21:00 Community building tips and the power of consistency.   Key Takeaways ➥ Growth through acquisition requires not only buying businesses but also enhancing existing assets through strategic partnerships. ➥ Building a portfolio of smaller businesses under $100K can be a strategic way to minimize risk and explore diverse income streams. ➥ Diversifying income sources within acquired businesses, like adding e-commerce to content websites, can stabilize revenue. ➥ Showing up consistently and providing value is essential for building a strong and engaged community.   About Shlomo Freund Shlomo Freund  is an author, speaker and digital marketer. He helps ecommerce brands scale by building strong marketing channels outside of just paid ads. He’s also acquired businesses himself and used the growth by acquisition strategy to build a portfolio of online businesses.    Connect with Shlomo Freund ➥ https://assetbolt.com/  ➥ https://www.linkedin.com/in/shlomofreund/    Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you make a purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.

In this episode of the Buying Online Businesses podcast, Jaryd Krause speaks with Jpaul, a graduate of the Buying Online Businesses community who recently purchased his very first ecommerce business. JPaul will take you through the entire journey, from deciding to invest in an online business to finally acquiring one worth $5,000 per month in just five months. JPaul candidly shares the ups and downs of his experience, offering valuable insights into the challenges and triumphs that come with buying an online business for the first time. He discusses why he chose this path, how long the process took, and how many businesses he evaluated before making the final decision. He also opens up about the influence of external opinions, how they affected his journey, and how he ultimately stayed focused on his goal. In this engaging conversation, JPaul and Jaryd discuss: Why JPaul wanted to buy an online business and what motivated him to take the plunge The detailed due diligence process and why some businesses didn’t make the cut How external doubts and misconceptions impacted his mindset along the way A business opportunity he passed on due to a sudden Google algorithm change The financial details: purchase price, monthly revenue, and future growth potential Personal growth and the mindset shifts JPaul had to make to succeed in his journey If you’re curious about what it takes to buy your first online business and want to hear an honest account of the process, this episode is a must-listen. JPaul’s story is not just about acquiring a business; it’s about resilience, learning from setbacks, and pushing through challenges to achieve success. Tune in to learn from JPaul’s experience and get practical advice on how to navigate your path to buying a profitable online business!     Episode Highlights 10:28 Challenges in buying content sites due to algorithm changes  14:15 The importance of consistent effort in finding the right business  20:26 The mindset shift from being a wantrepreneur to a business owner  24:47 The value of due diligence and mentorship  28:08 Lessons learned from buying multiple businesses 30:26 Building a portfolio vs. focusing on one business  36:01 The benefit of acquiring an established business vs. starting from scratch  Key Takeaways ➥  Identifying a profitable ecommerce business requires evaluating key factors like the business model, customer base, and growth potential. ➥ Leveraging existing resources and applying personal expertise helps accelerate growth after an acquisition. ➥ Building strong relationships with sellers can offer valuable insights and ease the acquisition process. ➥ Scaling a business post-acquisition involves optimizing customer service, marketing, and diversifying revenue streams. ➥ Mentorship and expert guidance help avoid costly mistakes and inform strategic decisions. About The JPaul  Jpaul is a BuyingOnlineBusinesses.com graduate who bought his first online business. Being an entrepreneur he’s been in multiple different businesses including hospitality and he wanted to get into the online space and bought an ecommerce business, which we’ve already successfully started scaling.  Resource Links ➥ Buying Online Businesses Website - https://buyingonlinebusinesses.com ➥ Sell your business to us here - https://buyingonlinebusinesses.com/sell-your-business/ ➥ Download the Due Diligence Framework - https://buyingonlinebusinesses.com/freeresources/ ➥ Google Ads Service - https://buyingonlinebusinesses.com/ads-services/ ➥ Connect with Jaryd here - https://www.linkedin.com/in/jarydkrause  ➥ Hostinger (Website Hosting) - https://bit.ly/3HUqW0s ➥ SEM Rush (SEO tool) - https://bit.ly/3lINGaV ➥ Convert Kit (Email Software Provider) - https://bit.ly/3o10Xgx   🔥Buy & Sell Online Businesses Here (Top Website Brokers We Use) 🔥 ➥ Empire Flippers - https://bit.ly/3RtyMkE ➥ Flippa - https://bit.ly/3wGa8r5 ➥ Motion Invest - https://bit.ly/3YmJAmO➥ Investors Club - https://bit.ly/3ZpgioR   *This post may contain affiliate links, so we may earn a small commission when you purchase through links on our site/posts at no additional cost to you.See omnystudio.com/listener for privacy information.